Direct Carboxylation of Electron-Rich Heteroarenes Promoted by LiO-tBu with CsF and [18]Crown-6.
Brønsted base
C−H functionalization
carbon dioxide
carboxylation
heterocycles
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
01 Mar 2019
01 Mar 2019
Historique:
received:
27
11
2018
revised:
27
12
2018
pubmed:
15
1
2019
medline:
15
1
2019
entrez:
15
1
2019
Statut:
ppublish
Résumé
We herein demonstrate that the combination of LiO-tBu, CsF, and [18]crown-6 efficiently promotes the direct C-H carboxylation of electron-rich heteroarenes (benzothiophene, thiophene, benzofuran, and furan derivatives). A variety of functional groups, including methyl, methoxy, halo, cyano, amide, and keto moieties, are compatible with this system. The reaction proceeds via the formation of a tert-butyl carbonate species.
Identifiants
pubmed: 30637844
doi: 10.1002/chem.201805926
doi:
Types de publication
Journal Article
Langues
eng
Pagination
3235-3239Informations de copyright
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.